[({[(2S,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

• ChemBase编号: 1631
• 分子式: C15H24N2O17P2
• 平均质量: 566.301782
• 单一同位素质量: 566.05502058
• SMILES: OC[C@@H]1O[C@H](O[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)n2ccc(=O)[nH]c2=O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](O[P@](=O)(O[P@@](=O)(OC[C@@H]2O[C@H]([C@@H]([C@H]2O)O)n2ccc(=O)[nH]c2=O)O)O)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11+,12-,13+,14+/m0/s1
• InChIKey: HSCJRCZFDFQWRP-LJMZODOWSA-N

名称和登记号

名称

• IUPAC标准名: [({[(2S,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid
• IUPAC传统名: uridine-5'-diphosphate-mannose
• 别名: UDP-D-Galactopyranose; GDU; UPG; GALACTOSE-URIDINE-5'-DIPHOSPHATE; UDP-alpha-d-galactose; UDP galactose; UDP-d-galactose; UDP-gal; UDP-galactopyranose; UDP-galactose; UDPgal; Uridine 5'-diphosphate galactose; Uridine 5'-diphosphogalactose; Uridine diphosphate-d-galactose; Uridine diphosphogalactose; Uridine pyrophosphogalactose; Uridinediphosphate galactose; Uridinediphosphogalactose; Uridine Diphosphate Galactose; Glucose-Uridine-C1,5'-Diphosphate; Uridine-5'-Monophosphate Glucopyranosyl-Monophosphateester; Uridine-5'-Diphosphate-Mannose

登记号

• CAS号: 2956-16-3
• PubChem SID: 46507150; 46508932; 160965088; 46507114; 46504773
• PubChem CID: 46936243

理论计算性质

JChem

• Acid pKa: 1.7126004
• 质子受体: 14
• 质子供体: 9
• LogD (pH = 5.5): -9.425037
• LogD (pH = 7.4): -9.745722
• Log P: -4.9966083
• 摩尔折射率: 106.4558 cm^3
• 极化性: 44.259937 Å^3
• 极化表面积: 291.54 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -1.43
• LOG S: -1.58
• 溶解度: 1.50e+01 g/l

详细说明

DrugBank - DB02421

Drug information: experimental

DrugBank - DB04355

• Drug Groups: experimental
• Description: A key intermediate in carbohydrate metabolism. Serves as a precursor of glycogen, can be metabolized into UDPgalactose and UDPglucuronic acid which can then be incorporated into polysaccharides as galactose and glucuronic acid. Also serves as a precursor of sucrose lipopolysaccharides, and glycosphingolipids. [PubChem]

DrugBank - DB01861

• Drug Groups: experimental
• Description: A key intermediate in carbohydrate metabolism. Serves as a precursor of glycogen, can be metabolized into UDPgalactose and UDPglucuronic acid which can then be incorporated into polysaccharides as galactose and glucuronic acid. Also serves as a precursor of sucrose lipopolysaccharides, and glycosphingolipids. [PubChem]

DrugBank - DB03501

• Drug Groups: experimental
• Description: A nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. Serves as a source of galactose in the synthesis of lipopolysaccharides, cerebrosides, and lactose. [PubChem]
• Affected Organisms: Humans and other mammals